80952-78-9Relevant academic research and scientific papers
A DITERPENE, A SESQUITERPENE QUINONE AND FLAVANONES FROM WYETHIA HELENIOIDES
Bohlmann, Ferdinand,Zdero, Christa,Robinson, Harold,King, Robert M.
, p. 2245 - 2248 (1981)
The aerial parts of Wyethia helenioides afforded a new geranyl nerol derivative (a 16-hydroxy-18-oic acid), two isomeric prenylated flavanones and a quinone derived from bisabolene.The structures were elucidated by spectroscopic methods and some chemical
Total synthesis of s (+)-curcuphenol, s (+)-curcuquinone and s (+)-curcuhydroquinone
Chinta, Ramakoteswara Rao,Harikrishna,Tulam, Vijaya Kumar,Bejjanki, Naveen Kumar,Mainkar, Prathama S.,Dubey
, p. 771 - 778 (2016/03/01)
A synthesis of (-)-curcuphenol, (-)-curcuquinone and (-)-curcuhydroquinone from o-valerolactone is described. The key steps include an Evans asymmetric methylation of 5-(benzyloxy)pentanoic acid (5), an oxidative aromatization of enone (11) and a regioselective oxidation of the phenol to o-quinone derivative with bis(trifluoro acetate)iodobenzene.
Enantioselective total synthesis of heliannuols D and A
Takabatake, Kenya,Nishi, Izumi,Shindo, Mitsuru,Shishido, Kozo
, p. 1807 - 1808 (2007/10/03)
The enantioselective total synthesis of heliannuols D and A, which exhibits allelopathic activity, was discussed. The enantioselective total synthesis included base-mediated intramolecular cyclisation of phenolic epoxide. The analysis showed the preparation of configurationally defined enantiopure epoxide whose intramolecular aryl ether-forming reaction provided heliannuol D and/or heliannuol A.
Baker's yeast-mediated enantioselective synthesis of the bisabolane sesquiterpenes (+)-curcuphenol, (+)-xanthorrhizol, (-)-curcuquinone and (+)-curcuhydroquinone
Fuganti, Claudio,Serra, Stefano
, p. 3758 - 3764 (2007/10/03)
Fermenting baker's yeast converts the unsaturated aldehydes 5a-c into the saturated alcohols 6a-c, respectively. The microbial saturation of substrates adsorbed on a nonpolar resin proceeds in high chemical yields and shows complete enantioselectivity in the formation of the (S)-(+) isomers. Enantiopure 6a-c are versatile chiral building blocks for the synthesis of bisabolane sesquiterpenes. Their usefulness is shown in the preparation of (S)-(+)-curcuphenol, (S)-(+)-xanthorrhizol, (S)-(-)-curcuquinone and (S)-(+)-curcuhydroquinone. The Royal Society of Chemistry 2000.
